2-((S)-2-((S)-2-(3,4-dichlorophenyl)-2-methyl-4-(4-(N-propylmethylsulfonamido)piperidin-1-yl)butanamido)-3-phenylpropanamido)ethyl carbamic acid benzyl ester

Base Information

Chemical Name:2-((S)-2-((S)-2-(3,4-dichlorophenyl)-2-methyl-4-(4-(N-propylmethylsulfonamido)piperidin-1-yl)butanamido)-3-phenylpropanamido)ethyl carbamic acid benzyl ester
CAS No.:1563182-96-6
Molecular Formula:C₃₉H₅₁Cl₂N₅O₆S
Molecular Weight:788.836
Hs Code.:

2-((S)-2-((S)-2-(3,4-dichlorophenyl)-2-methyl-4-(4-(N-propylmethylsulfonamido)piperidin-1-yl)butanamido)-3-phenylpropanamido)ethyl carbamic acid benzyl ester

Synonyms:2-((S)-2-((S)-2-(3,4-dichlorophenyl)-2-methyl-4-(4-(N-propylmethylsulfonamido)piperidin-1-yl)butanamido)-3-phenylpropanamido)ethyl carbamic acid benzyl ester

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Chemical Property of 2-((S)-2-((S)-2-(3,4-dichlorophenyl)-2-methyl-4-(4-(N-propylmethylsulfonamido)piperidin-1-yl)butanamido)-3-phenylpropanamido)ethyl carbamic acid benzyl ester

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Technology Process of 2-((S)-2-((S)-2-(3,4-dichlorophenyl)-2-methyl-4-(4-(N-propylmethylsulfonamido)piperidin-1-yl)butanamido)-3-phenylpropanamido)ethyl carbamic acid benzyl ester

There total 14 articles about 2-((S)-2-((S)-2-(3,4-dichlorophenyl)-2-methyl-4-(4-(N-propylmethylsulfonamido)piperidin-1-yl)butanamido)-3-phenylpropanamido)ethyl carbamic acid benzyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 70.0%

: 1519046-57-1
(S)-benzyl 2-(2-amino-3-phenylpropanamido)ethylcarbamate

: 1563182-94-4
(S)-2-(trimethylsilyl)ethyl 2-(3,4-dichlorophenyl)-2-methyl-4-(4-(N-propylmethylsulfonamido)piperidin-1-yl)butanoate

: 1563182-96-6
2-((S)-2-((S)-2-(3,4-dichlorophenyl)-2-methyl-4-(4-(N-propylmethylsulfonamido)piperidin-1-yl)butanamido)-3-phenylpropanamido)ethyl carbamic acid benzyl ester

Guidance literature:: (S)-2-(trimethylsilyl)ethyl 2-(3,4-dichlorophenyl)-2-methyl-4-(4-(N-propylmethylsulfonamido)piperidin-1-yl)butanoate; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

(S)-benzyl 2-(2-amino-3-phenylpropanamido)ethylcarbamate; With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; for 18h; Inert atmosphere;
DOI:10.1021/ml400528y

Reference yield:

: 1563182-58-0
4-(methanesulfonylpropylamino)-piperidine-1-carboxylic acid benzyl ester

: 1563182-96-6
2-((S)-2-((S)-2-(3,4-dichlorophenyl)-2-methyl-4-(4-(N-propylmethylsulfonamido)piperidin-1-yl)butanamido)-3-phenylpropanamido)ethyl carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: Pd/C (30%); cyclohexa-1,4-diene / ethanol / 20 h / Inert atmosphere; Reflux

2.1: dichloromethane / 6 h / 20 °C / Molecular sieve; Inert atmosphere

2.2: 12 h / 20 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

3.2: 18 h / 20 °C / Inert atmosphere

With cyclohexa-1,4-diene; Pd/C (30%); tetrabutyl ammonium fluoride; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/ml400528y

Reference yield:

: 79333-48-5
2-(S)-(3,4-dichloro-phenyl)-4-pentenoic acid

: 1563182-96-6
2-((S)-2-((S)-2-(3,4-dichlorophenyl)-2-methyl-4-(4-(N-propylmethylsulfonamido)piperidin-1-yl)butanamido)-3-phenylpropanamido)ethyl carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: thionyl chloride / 11.33 h / 20 °C / Inert atmosphere; Cooling with ice

2.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 5 h / 0 - 20 °C / Inert atmosphere

2.2: 2 h / 20 °C / Inert atmosphere

3.1: lithium hydroxide; water / methanol / 10 h / Reflux

4.1: ethyl acetate / Resolution of racemate; Inert atmosphere

5.1: hydrogenchloride / ethyl acetate; water

6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap; pyridine / tetrahydrofuran / 18 h / 40 °C / Inert atmosphere

7.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / tetrahydrofuran; water / 6 h / 20 °C / Darkness

7.2: 12 h / 20 °C

8.1: dichloromethane / 6 h / 20 °C / Molecular sieve; Inert atmosphere

8.2: 12 h / 20 °C / Inert atmosphere

9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

9.2: 18 h / 20 °C / Inert atmosphere

With pyridine; hydrogenchloride; dmap; osmium(VIII) oxide; thionyl chloride; tetrabutyl ammonium fluoride; water; sodium hydride; 4-methylmorpholine N-oxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/ml400528y